The Stille reaction in natural product synthesis : the total synthesis of 14,15-anhydrovirginiamycin M2
Jordan, Stuart Ian (1997) The Stille reaction in natural product synthesis : the total synthesis of 14,15-anhydrovirginiamycin M2. PhD thesis, University of Nottingham.
The thesis describes synthetic studies directed towards the total synthesis of 14,15-anhydrovirginiamycin M2, a streptogramin antibiotic of the virginiamycin family. This novel natural product shows pronounced antibacterial activity against a wide range of potentially lethal bacteria. The Introduction summarises the main therapeutic uses, isolation, structural determination, biosynthesis, and mode of action of the virginiamycins. Also included is a review of synthetic approaches which have been described to access these and similar streptogramin antibiotics by other research groups. A review of the intramolecular Stille coupling reaction within organic synthesis incorporating the most prominent examples of its use over the past ten years in the synthesis of natural products is also presented.
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